Ornipressin acetate is a cyclic nonapeptide enriched in aromatic and basic residues that influence disulfide-linked folding. The sequence supports research in ring-constrained motifs, receptor-mimicking interactions, and solvent-dependent conformational changes. Researchers use it to investigate peptide stability and backbone dynamics. Its acetate form enhances solubility for analytical use.
CAT No: R2223
CAS No:914453-98-8
Synonyms/Alias:Ornipressin acetate;914453-98-8;acetic acid;(2S)-N-[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide;acetic acid; ornipressin;SCHEMBL4410141;GLXC-25929;AC-8926;H-Cys(1)-Tyr-Phe-Gln-Asn-Cys(1)-Pro-Orn-Gly-NH2 AcOH;
Ornipressin acetate is a synthetic peptide analog of vasopressin, recognized for its potent vasoconstrictive properties and selective activity on vascular smooth muscle. Structurally, it is characterized by a modified nonapeptide backbone, which confers enhanced stability and receptor specificity compared to endogenous vasopressin. The compound's unique pharmacological profile has made it an essential tool in the study of peptide signaling, vascular physiology, and receptor-ligand interactions. Its ability to mimic and modulate natural vasopressin pathways offers valuable opportunities for researchers investigating mechanisms of vascular tone regulation, peptide-receptor dynamics, and the broader landscape of neurohypophyseal hormones in biochemical systems.
Peptide signaling research: Ornipressin acetate serves as a robust model for dissecting the molecular mechanisms underlying vasopressin receptor activation, particularly the V1a subtype. By providing a reliable and selective agonist, it enables detailed investigation of downstream signaling cascades, such as phospholipase C activation, inositol phosphate turnover, and calcium mobilization within vascular smooth muscle cells. These studies are critical for elucidating the pathways governing vasoconstriction and the broader physiological roles of neuropeptide hormones.
Vascular smooth muscle studies: The compound is widely used in experimental systems to induce and characterize vasoconstriction in isolated tissue preparations, organ bath assays, and perfused vascular models. Its predictable contractile effects allow for precise quantification of vascular responsiveness, assessment of endothelial function, and evaluation of pharmacological antagonists or modulators. Researchers leverage its specificity to differentiate between vasopressin-mediated and other vasoactive pathways, thereby refining our understanding of vascular reactivity and homeostasis.
Receptor pharmacology: Ornipressin acetate is instrumental in receptor binding assays and functional studies aimed at mapping the selectivity, affinity, and efficacy of peptide ligands for vasopressin receptors. It is frequently utilized as a positive control or reference agonist in competitive binding experiments, facilitating the development and validation of novel receptor antagonists, ligands, or biosensors. Such applications are fundamental in advancing drug discovery efforts targeting G protein-coupled receptors within the vasopressin family.
Peptide synthesis and analytical method development: The synthetic nature of ornipressin acetate makes it a valuable standard in peptide synthesis protocols and analytical validation. Laboratories use it to optimize purification strategies, calibrate chromatographic systems, and evaluate peptide stability under various conditions. Its well-characterized structure and predictable behavior aid in troubleshooting synthetic workflows and benchmarking new peptide production technologies.
Comparative endocrinology: In studies exploring the evolutionary conservation and functional divergence of neurohypophyseal peptides, ornipressin acetate provides a critical reference compound. Comparative analyses utilizing this analog help delineate species-specific receptor preferences, structural determinants of activity, and the adaptive significance of peptide modifications across vertebrates. These insights contribute to a deeper understanding of hormone evolution and the molecular basis of physiological diversity within the vasopressin/oxytocin superfamily.
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